A snow-covered town with a river running through it, surrounded by mountains and trees.

Search Motels in Winchester from CA $127

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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1

Our top choices for Winchester motels

Lobby

1. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.8 out of 10, (52 reviews)
"Clean room ez checkin, coffee at breakfast good!"
United States
James
The price is CA $115
CA $127 total
includes taxes & fees
Sep 7 - Sep 8
Colonial Motel
Exterior

2. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,001 reviews)
"Clean room, staff, breakfast, and parking were great!"
United States
JANE
The price is CA $151
CA $166 total
includes taxes & fees
Sep 8 - Sep 9
The Putney Inn
Reception

3. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (801 reviews)
"Good for a one-night stay. The room was comfortable enough for a quick stop while traveling. A big bonus is that they are very dog friendly, which made things much easier since we were traveling with our dogs. I would stay again if I needed a convenient place for the night."
United States
Jessica
The price is CA $116
CA $127 total
includes taxes & fees
Sep 8 - Sep 9
Travelodge by Wyndham Brattleboro VT
Pool

4. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (680 reviews)
"I was given a key to an occupied room first, then moved to a room that a smoker used, and lastly a musty room that I used. It did have A/C and windows to the parking lot. There is a swimming pool in the center available for tenants."
United States
David
The price is CA $138
CA $151 total
includes taxes & fees
Oct 5 - Oct 6
Econo Lodge Brattleboro South
Courtyard

5. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (217 reviews)
"Clean, modern, and peaceful."
Canada
Omar
The price is CA $158
CA $216 total
includes taxes & fees
Sep 7 - Sep 8
Otherland Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchester Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Clean & nice staff. Enjoyed our stay"
pam 1-night trip
Posted 3 hours ago
Comfort Inn & Suites Brattleboro I-91

Find out more about Winchester

Winchester Motels information

Number of reviews
1,950
Accommodation
5 Motels
Lowest Price
CA $127
Highest Price
CA $216

Frequently asked questions

What can I expect from a motel trip to Winchester?
If you're having trouble locating a motel in Winchester, let us help you find a motel or similar property from over 457 accommodations in the larger area. Simply filter using our search tools by nightly room rate or cost-effective amenities such as free parking and free airport transportation.
What are motels like?
Motels often have free parking, and many also feature an outdoor pool. Often one or two stories tall, motels usually have exterior corridors overlooking the parking lot or an outdoor pool. In the U.S., motels became more commonplace after World War II with the popularity of car travel and road trips, peaking in the 1960s with over 60,000 properties.
What are the best motels in Winchester?
Here you'll find some of our customers' top motels in the larger area. Colonial Motel is located 11.5 mi (18.5 km) from the heart of Winchester. Enjoy access to the 24-hour front desk, and freebies including breakfast, WiFi, and parking. The Putney Inn: A 24-hour front desk along with freebies like breakfast, WiFi, and parking are available during your stay. Central Winchester is 14.9 mi (23.9 km) away. Travelodge by Wyndham Brattleboro VT: Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Located 11.8 mi (19 km) from the heart of Winchester. Econo Lodge Brattleboro South: Central Winchester is 10.3 mi (16.5 km) away. A seasonal outdoor pool along with freebies like breakfast, WiFi, and parking are available during your stay. Otherland Hotel: 20.2 mi (32.5 km) from the heart of Winchester. Enjoy access to the sauna, and freebies including WiFi and parking.
What things can I to do in Winchester?
Those who've visited Winchester like the lakeside. As you're sightseeing around the area, be sure to enjoy all there is to see and do. These are some of the parks and outdoorsy places: Birch Point, Cass Pond, and Barden State Wildlife Management Area. You'll find these family-friendly sights in the area: Cheshire Children's Museum, Friendly Farm, and Brattleboro Bowl. During your trip, here are some other places to visit: Winchester Speedpark, Pisgah State Park, and New England Sweetwater Farm & Distillery.
What's the weather like in Winchester?
Weather can make or break a roadtrip, so here's some data about year-round temperatures in Winchester to help you plan yours: The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchester are January, March, February, and November, with each month seeing an average of 10 inches of snowfall.

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